Synthesis of Star Compound of α,β,γ,δ-Tetrakis-{4-[3-(9-(4-(3-(9-(4- (5,5-diacyloxamethyl-1,3-dioxan-2-yl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl]}phenyl Porphyrins

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (06): 1087-1091. Previous Articles Next Articles

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α,β,γ,δ-四-{4-[3-(9-(4-(3-(9-(4-(2-(5,5-二酰氧基甲基-1,3-二噁烷基))))苯基-2,4,8,10-四氧杂螺[5.5]十一烷基)))苯基-2,4,8,10-四氧杂螺[5.5] 十一烷基]}苯基卟啉星形化合物的合成

魏荣宝*，倪翔，梁娅

(天津理工大学化学化工学院天津 300191)

收稿日期:2007-09-06 修回日期:2007-11-30 发布日期:2008-06-26
通讯作者: 魏荣宝

Synthesis of Star Compound of α,β,γ,δ-Tetrakis-{4-[3-(9-(4-(3-(9-(4- (5,5-diacyloxamethyl-1,3-dioxan-2-yl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl]}phenyl Porphyrins

WEI Rong-Bao*, NI Xiang, LIANG Ya

(School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300191)

Received:2007-09-06 Revised:2007-11-30 Published:2008-06-26
Contact: WEI Rong-Bao

Abstract

The intermediates of 3-[4-(2,2-dicyano)vinyl]phenyl-9-(4-formyl)phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecane (3) and α,β,γ,δ-tetrakis-(4-formylphenyl)porphyrin (4) were prepared using terephthalaldehyde, malononitrile, pentaerythritol, tetrachlorobenzoquinone and pyrrole as starting materials. The compound of α,β,γ,δ-tetrakis-[4-(5,5-dihydroxymethyl-1,3-dioxan-2-yl]phenyl porphy-rin (5) was obtained by a reaction of compound 4 with excessive pentae-rythritol. When the products 5 and 3 were treated by 10% NaOH and excessive pentae-rythritol, the compound 6 was produced. The three spiro star of α,β,γ,δ-tetrakis-{4-[3-(9-(4-(3-(9-(4-(5,5-diacyloxamethyl-1,3-dioxan-2-yl)))phenyl-2,4,8,10-tetraoxaspiro[5.5]-undecyl)))phenyl-2,4,8,10-tetraoxaspiro[5.5]undecyl]}phenyl porphyrins were synthsized through 6 individually reacting with acetic anhydride, propionic anhydride, ben-zoyl chloride. The products and intermediates were characterized by IR,1H NMR, MS spectra and elemental analysis. The effect of vairous parameters were discussed.

Key words: pentaerythritol, porphyrin, spiro compound, malononitrile, star compound

Cite this article

WEI Rong-Bao*, NI Xiang, LIANG Ya. Synthesis of Star Compound of α,β,γ,δ-Tetrakis-{4-[3-(9-(4-(3-(9-(4- (5,5-diacyloxamethyl-1,3-dioxan-2-yl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl]}phenyl Porphyrins[J]. Chin. J. Org. Chem., 2008, 28(06): 1087-1091.

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α,β,γ,δ-四-{4-[3-(9-(4-(3-(9-(4-(2-(5,5-二酰氧基甲基-1,3-二噁烷基))))苯基-2,4,8,10-四氧杂螺[5.5]十一烷基)))苯基-2,4,8,10-四氧杂螺[5.5] 十一烷基]}苯基卟啉星形化合物的合成

</b>Synthesis of Star Compound of α,β,γ,δ-Tetrakis-{4-[3-(9-(4-(3-(9-(4- (5,5-diacyloxamethyl-1,3-dioxan-2-yl)))phenyl-2,4,8,10-tetraoxaspiro- [5.5]undecyl)))phenyl-2,4,8,10-tetraoxaspiro-<br>[5.5]undecyl]}phenyl Porphyrins

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